1189116-98-0Relevant academic research and scientific papers
Synthesis of indoles from aroyloxycarbamates with alkynes: Via decarboxylation/cyclization
Ma, Nuannuan,Li, Peihe,Wang, Zheng,Dai, Qipu,Hu, Changwen
, p. 2421 - 2426 (2018)
An efficient Pd-catalyzed decarboxylation/cyclization of aroyloxycarbamates to realize substituted indoles has been disclosed. Terminal alkynes as the coupling partners lead to site specific 2-substituted indoles through two pathways, while internal alkynes with aroyloxycarbamates can be transformed to 2,3-disubstituted indoles directly. This protocol is further demonstrated by the efficient synthesis of indoles as well as the success of employing inexpensive aryl acids as starting materials to construct C-N bonds by releasing CO2.
Method for preparing indole derivative from carboxylate through palladium catalysis
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, (2018/01/11)
The invention discloses a method for preparing an indole derivative from carboxylate through palladium catalysis, and belongs to the field of organic methodology. The method comprises (1) reacting aromatic carboxylic acid with a hydroxylamine compound to generate carboxylate, reacting carboxylate with monosubstituted alkyne, and carrying out a series of cascade reaction steps including decarboxylation and coupling to generate a 2-substituted indole compound; and (2) reacting carboxylate with di-substituted alkyne, and carrying out a series of cascade reaction steps including decarboxylation, coupling and cyclization to generate a 2,3-di-substituted indole compound. In the method, the carboxylic acid raw material is cheap and available, so that the production cost is reduced. The method is mild in experimental condition and good in substrate universality. Through multi-step cascade reaction, the reaction intermediate doesn't require separation. The method is simplified in operation steps and can be used for enterprise production.
Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate as an efficient building block in palladium-catalyzed Suzuki-Miyaura cross couplings
Kassis, Pamela,Beneteau, Valerie,Merour, Jean-Yves,Routier, Sylvain
experimental part, p. 2447 - 2453 (2010/02/27)
Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate (1) was used in Suzuki-type coupling reactions. First, the best coupling conditions were assessed using bromobenzene as the electrophile. Then, 1 was successfully coupled with various aryl a
